
%0 Journal Article
%A Hayes, RN 
%A Sheldon, JC 
%A Bowie, JH 
%T The Reactions of Alkoxide-Alkanol Negative Ions with Ketene. An <i>ab initio</i> and Ion Cyclotron Resonance Study
%J Australian Journal of Chemistry
%D 1985/03/01
%V 38
%N 3
%P 355-362
%K 
%R https://doi.org/10.1071/CH9850355
%U https://www.publish.csiro.au/paper/CH9850355 
%X Alkanol-alkoxide negative ions [RO----HOR] react with ketene to form stable species H-C&#8801;C-O----HOR. The initial intermediate in the reaction sequence is produced by the formation of a hydrogen bond between the negatively charged oxygen of [RO----HOR] and a hydrogen of ketene. This intermediate decomposes by competing reactions, viz. ( i ) a minor pathway involving direct elimination of ROH, and (ii) a major pathway involving a rearrangement sequence. Intermediates and product ions have been defined by using ab initio calculations at the 4-31G level. The differences between the reactions of [RO----HOR]/ketene and [RO---- HOR]/acetaldehyde systems are discussed. 
